Hydrochloric Acid → HCID 178447286, compound

HRID 1739089Notes

Reaction equation

HRID 1739089 reaction equation
[NH:1]1[C:5]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[C:12]2[CH:17]=[CH:16][C:15]([CH2:18][N:19]([CH2:26][C:27]([CH2:35][CH3:36])([CH2:33][CH3:34])[C:28]([O:30]CC)=[O:29])[C:20](=[O:25])[CH2:21][CH2:22][CH2:23][CH3:24])=[CH:14][CH:13]=2)=[N:4][N:3]=[N:2]1.[OH-].[Na+].Cl.C(Cl)Cl.CO>C(O)C>[CH2:33]([C:27]([CH2:26][N:19]([CH2:18][C:15]1[CH:14]=[CH:13][C:12]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[C:5]2[NH:4][N:3]=[N:2][N:1]=2)=[CH:17][CH:16]=1)[C:20](=[O:25])[CH2:21][CH2:22][CH2:23][CH3:24])([CH2:35][CH3:36])[C:28]([OH:30])=[O:29])[CH3:34]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21226129Dichloromethane methanolHCID 178447287HCID 178447287, compound

Product 1

HCID 178447286HCID 178447286, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.146 g of ethyl N-[(2'-(1H-tetrazol-5-yl)biphenyl-4-yl)methyl]-N-valeryl-2-aminomethyl-2-ethylbutyrate are dissolved in 10 ml of ethanol, treated with 4.66 ml of 2N NaOH solution and heated to reflux for 20 hours. After cooling to room temperature and addition of 4.66 ml of 2N hydrochloric acid, the mixture is evaporated. The product is isolated by chromatography on silica gel 60 (40-63 μm) using CH2Cl2 --MeOH 80:20, Rf =0.38 (system N8). MS (FAB): m /e 486 (M+ +Na), 502 (M+ +K).

Workup

  1. temperatureheated
  2. temperatureto reflux for 20 hours
  3. customthe mixture is evaporated
  4. customThe product is isolated by chromatography on silica gel 60 (40-63 μm)

Sources & evidence

ORD record
ord-6778ea5bb6144a3c90b3da25f2e60cb6
Source dataset
uspto-grants-1999_10
Patent number
US05965592

Reaction notes

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